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Sigma-Aldrich

N-[3-(Dimethylamino)propyl]methacrylamide

99%, contains MEHQ as inhibitor

Synonym(s):

N ,N -Dimethylaminopropyl methacrylamide, N -[3-(N ,N -Dimethylamino)propyl]methacrylamide

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About This Item

Linear Formula:
H2C=C(CH3)CONH(CH2)3N(CH3)2
CAS Number:
5205-93-6
Molecular Weight:
170.25
EC Number:
226-002-3
MDL number:
MFCD00038359
UNSPSC Code:
12162002
PubChem Substance ID:
24865649
NACRES:
NA.23

description

contains: ~650ppm MEHQ as inhibitor

assay

99%

form

viscous liquid

refractive index

n20/D 1.479 (lit.)

bp

134 °C/2 mmHg (lit.)

density

0.94 g/mL at 25 °C (lit.)

SMILES string

CN(C)CCCNC(=O)C(C)=C

InChI

1S/C9H18N2O/c1-8(2)9(12)10-6-5-7-11(3)4/h1,5-7H2,2-4H3,(H,10,12)

InChI key

GDFCSMCGLZFNFY-UHFFFAOYSA-N

General description

N-[3-(Dimethylamino)propyl]Methacrylamide (DMAPMA) is a water-soluble methacrylamide monomer. It is highly reactive and can undergo radical polymerization and cross-linking reactions. The presence of methylamino group (-N(CH3)2) provides pH responsiveness and hydrophilicity to the resulting polymers. This versatile monomer can be used in drug delivery systems, gene delivery, responsive materials, biocompatible coatings, adhesives, and biomedical engineering.

Application


  • Glucose-containing diblock polycations exhibit molecular weight, charge, and cell-type dependence for pDNA delivery.: This study investigates the use of glucose-containing diblock polycations, including N-[3-(Dimethylamino)propyl]methacrylamide, in pDNA delivery systems. The research demonstrates that the efficiency of pDNA delivery is influenced by the molecular weight and charge of the polycations, as well as the type of cell used. This highlights the potential for tailored gene delivery applications in different cell types, emphasizing the role of N-[3-(Dimethylamino)propyl]methacrylamide in creating biocompatible and effective delivery vectors (Wu et al., 2014).

N-[3-(Dimethylamino)propyl]Methacrylamide can be used:



  • As a monomer to synthesize self-healing pH-responsive P(DMAPMA-stat-DAA) hydrogels for drug delivery applications.
  • As a cationic monomer to develop gene delivery vector due to its ability to complex with nucleic acids and facilitate their intracellular delivery.
  • To fabricate iron oxide nanoparticle formulations for 3D printing. These iron inks are utilized for printing magnetic devices, MRI contrast agents for bioimaging and targeted drug delivery systems.
  • To prepare a non-toxic synthetic flocculant for harvesting microalgae.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

264.2 °F - closed cup

flash_point_c

129 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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John E Blume et al.
Nature communications, 11(1), 3662-3662 (2020-07-24)
Large-scale, unbiased proteomics studies are constrained by the complexity of the plasma proteome. Here we report a highly parallel protein quantitation platform integrating nanoparticle (NP) protein coronas with liquid chromatography-mass spectrometry for efficient proteomic profiling. A protein corona is a
Kathryn L Morrissey et al.
Journal of colloid and interface science, 567, 316-327 (2020-02-18)
Flocculation performance using polyelectrolytes is influenced by critical design parameters including molecular weight, amount and sign of the ionic charge, and polymer architecture. It is expected that systematic variation of these characteristics will impact not only flocculation efficiency (FE) achieved
Merve Yaşar et al.
Journal of biomaterials science. Polymer edition, 31(16), 2044-2059 (2020-07-10)
The fabrication of molecularly imprinted nanoparticles (MIP-NPs) specific for myoglobin by using thiol-ene photopolymerization in miniemulsion was described. Allyl derivatives of phenylalanine as a functional monomer was synthesized and copolymerized with acrylic monomers via miniemulsion polymerization to produce NIP-NPs with

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